Enantiopure 6,7-diacetoxy-3-t-butoxycarbonylaminoazabicyclo[3.3.0]octan-2- one-8-carboxylic acid 14 (pyrrolizidinone amino acid) was synthesized in 14 steps and 5.8% overall yield from tri-O-benzyl-D-arabinose 5 through the formyl C-imino-sugar 9 as a key intermediate.
A Model Route Toward the Synthesis of Conformationally Constrained Polyhydroxylated Dipeptides from Natural Carbohydrates / Dondoni A.; Marra A.; Richichi B.. - In: SYNLETT. - ISSN 0936-5214. - STAMPA. - 15:(2003), pp. 2345-2348. [10.1055/s-2003-43341]
A Model Route Toward the Synthesis of Conformationally Constrained Polyhydroxylated Dipeptides from Natural Carbohydrates
Richichi B.
2003
Abstract
Enantiopure 6,7-diacetoxy-3-t-butoxycarbonylaminoazabicyclo[3.3.0]octan-2- one-8-carboxylic acid 14 (pyrrolizidinone amino acid) was synthesized in 14 steps and 5.8% overall yield from tri-O-benzyl-D-arabinose 5 through the formyl C-imino-sugar 9 as a key intermediate.
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